Synthesis and biological activity of 17β -substituted estradiol

Qian Xiaodong, Yusuf J. Abul-Hajj

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8 Scopus citations

Abstract

The dialkylaminoethoxy side chain in triphenylethylene antiestrogens is required for their antiestrogenic activity. Without this side chain the compounds lose their antiestrogenic activity and become essentially estrogenic. Estradiol substituted at the 17β -position with dialkylaminoethoxy, dialkylaminoethylamino, or dialkylaminoethylthiol were synthesized and tested for their ability to displace estradiol for its receptor. All of the derivatives tested exhibited low binding affinities to the estrogen receptor, with RBA values ranging between 0 to 1.2 (estradiol = 100). The mouse and rat uterine weight test revealed only low estrogenic activity for this class of compounds. None of the estradiol derivatives synthesized showed antiestrogenic activity.

Original languageEnglish (US)
Pages (from-to)657-663
Number of pages7
JournalJournal of Steroid Biochemistry
Volume29
Issue number6
DOIs
StatePublished - Jun 1988

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Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.

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